The free‐radical addition of ethanethiol to ethoxyethyne produces muchcisand a littletrans1‐ethoxy‐2‐(ethylthio)ethene, whereas the nucleophilic addition of sodium ethanethiolate yields 1‐ethoxy‐1‐(ethylthio)ethene. The same applies to additions of other thiols.
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Alkema et al. (1960) studied this question.
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